Transgenerational Effects of Di(2-Ethylhexyl) Phthalate on Anogenital Distance,Sperm Functions and DNA Methylation in Rat Offspring

Di(2-ethylhexyl) phthalate (DEHP) is widely used as a plasticizer in the manufacture of polyvinylchloride plastics and has been associated with concerns regarding male reproductive toxicity. In this study, we hypothesized that maternal exposure to DEHP induces transgenerational inheritance of adult-onset adverse reproductive outcomes through the male germline in the F1, F2, and F3 generations of male offspring. Pregnant rats were treated with 5 or 500 mg of DEHP/kg/day through gavage from gestation day 0 to birth. The offspring body weight, anogenital distance (AGD), anogenital index (AGI), sperm count, motility, and DNA fragmentation index (DFI) were measured for all generations. Methyl-CpG binding domain sequencing was performed to analyze sperm DNA methylation status in the F3. DEHP exposure at 500 mg/kg affected AGD, AGI, sperm count, mean DFI, and %DFI in the F1; AGD, sperm count, and mean DFI in the F2; and AGD, AGI, mean DFI, and %DFI in the F3. DEHP exposure at 5 mg/kg affected AGD, AGI, sperm count, and %DFI in the F1; sperm count in the F2; and AGD and AGI in F3. Compared with the control group, 15 and 45 differentially hypermethylated genes were identified in the groups administered 5 mg/kg and 500 mg/kg DEHP, respectively. Moreover, 130 and 6 differentially hypomethylated genes were observed in the groups administered 5 mg/kg and 500 mg/kg DEHP. Overall, these results demonstrated that prenatal exposure to DEHP caused transgenerational epigenetic effects, which may explain the observed phenotypic changes in the male reproductive system.     

国内催化合成草酸二丁酯的进展

评述了对甲苯磺酸,对甲苯磺酸铜,氨基磺酸,强酸性阳离子交换树脂,六水三氯化铁,固载三氯化铝,五水四氯化锡,硫酸铜,七水硫酸锌,氧化钐,一水硫酸氢钠,硫酸氢钾,固体超强酸,杂多酸和维生素C等催化剂催化合成草酸二丁酯的合成方法。认为固载对甲苯磺酸,对甲苯磺酸铜,氨基磺酸,强酸性阳离子交换树脂,活性碳固载四氯化锡,氧化钐,一水硫酸氢钠,硫酸氢钾,固体超强酸,杂多酸和维生素C是合成草酸二丁酯的良好催化剂。微波辐射是有机合成的良好方法。     

Removal of bis(2-ethylhexyl) phthalate at a sewage treatment plant

Bis(2-ethylhexyl) phthalate (DEHP) concentrations were measured at different stages in a full-scale sewage treatment plant (STP) and mass balances were calculated. The DEHP load to treatment process coming from the sewer system and the internal load comprising returned supernatants and filtrate from sludge treatment and excess secondary sludge were at the same level. The DEHP removal efficiency from the water phase at the STP was on average 94% of sewage DEHP, the main removal process being sorption to primary and secondary sludges. On average 29% of DEHP was calculated to be removed in the biological nitrifying-denitrifying activated sludge process, which was much less than expected from laboratory biodegradation studies described in literature. Monoethylhexyl phthalate, the primary biotransformation product of DEHP, was not detected at any treatment stage. Approximately 32% of DEHP in sewage was removed during anaerobic digestion of the sludge, while 32% remained in the digested and dewatered sludge.     

Sn改性Hβ分子筛催化顺酐酯化

采用离子交换法对Hβ分子筛进行骨架外Sn改性制得Sn-Beta分子筛,应用于顺丁烯二酸酐与正丁醇的酯化反应,并与Hβ分子筛进行对比。研究结果表明,Hβ分子筛的催化性能优于Sn-Beta分子筛,顺丁烯二酸酐转化率达98.0%,马来酸二丁酯产率达73.9%。采用X射线粉末衍射、N2物理吸附、傅里叶红外光谱、紫外-可见漫反射光谱和NH3程序升温脱附等技术对分子筛的物化性质进行表征,结果表明,Hβ分子筛比表面积大,孔容和孔径较大,酸量较多,有利于酯化反应的进行。     

我国对邻苯二甲酸酯类化合物检测方法的研究现状

邻苯二甲酸酯类作为塑料添加剂有80年的历史,很容易迁至食品和环境中,影响人类的身体健康。本文对邻苯二甲酸酯类化合物检测方法做了总结,为进一步认识邻苯二甲酸酯类化合物提供参考。     

A Comparison of the Migration of ‘Spiked’ and ‘Intrinsic’ Substances from Paper and Board into Raisins and into Tenax as a Food Simulant

Four samples of paper and board (P/B) of a type used for packaging dry foods were subjected to migration experiments using raisins and the polymeric powder Tenax as a food simulant. The P/B samples contained only low levels of diisopropylnaphthalene (DiPN) and diisobutyl phthalate (DiBP), and so, experiments were also conducted after spiking the P/B with added model substances. These were o‐xylene, acetophenone, dodecane, benzophenone, DiPN and DiBP. Migration experiments into raisins and Tenax were conducted for 10 days at 40°C. Migration levels depended strongly on the nature of the substance. Migration from spiked P/B samples was more extensive (as a percentage of that available) than migration of intrinsic migratable substances, and so, studying spiked samples tends to be conservative. It is considered likely that this is because of binding of substances, especially aromatics with pi‐electrons such as DiPN and DiBP, to active sites on the surface of P/B fibres, resulting in non‐linear absorption isotherms. However, further work would be needed to prove this conclusively. Considering the results overall and also that raisins packed in P/B can have a shelf life of up to 1 year at ambient temperatures, the test results using Tenax as a food simulant are considered to be appropriate without application of a correction factor. Copyright © 2014 John Wiley & Sons, Ltd.     

Studies on ballistic parameters of di-butyl phthalate-coated triple base propellant used in large caliber artillery gun ammunition

Triple base propellant (TBP) containing mainly nitrocellulose, nitroglycerine, and nitroguanidine has been manufactured and coated with plasticizer in the present work. The aim was to study ballistics of di-butyl phthalate (DBP)-coated TBP. DBP solution in ethanol containing nitrocellulose dope was used for coating onto the propellant grains. DBP-deterred propellant showed inhibition to burning, resulting in lowering the values of ballistic parameters namely peak pressure (P_max), dP_max, pressure index (α), and burning rate coefficient (β) during closed vessel firing. Increase in percentage of DBP in coating solution led to further decrease in ballistic parameters. Dynamic evaluation of the surface-moderated propellant showed comparatively lower muzzle velocity and chamber pressure for deterred propellant batches without leaving any unburnt particles in gun chamber at subzero temperatures with the lowest possible charge mass. The DBP-coated propellant can be useful in 155-mm artillery gun to achieve higher loading density as it has lower flame temperature and chamber pressure as compared to uncoated propellant which will result in increasing barrel life due to reduction in the barrel erosion.     

水源水质受DEHP污染的粉末活性炭吸附处理工艺

采用含邻苯二甲酸二(2-乙基己基)酯(DEHP)的试验水样模拟城市取水水源发生DEHP水污染事故,测定粉末活性炭(PAC)对水样中DEHP的吸附性能,考察PAC炭种、吸附时间、DEHP初始浓度和PAC投加量等因素对DEHP的吸附量和脱除率的影响。试验结果表明:木屑PAC具有较大的比表面积,对DEHP具有良好的吸附效果,适用于DEHP水污染的应急处理。应急处理一般的DEHP水污染事故,DEHP污染浓度超标10～30倍时,PAC吸附DEHP的最佳条件为:吸附时间120 min,PAC投加量为20～80 mg/L,PAC对DEHP的吸附过程符合Henry等温式。     

Properties of novel diallyl phthalate resin modified with sulfur‐containing allyl ester compounds

Sulfur‐containing allyl ester, which reacts with diallyl phthalate (DAP) resin to have allyl groups, was synthesized by the reaction of allyl phthalic acid with bisphenol having sulfur atoms. The sulfur‐containing allyl ester compound was blended with DAP resin to improve the adhesive properties to copper. By modification with sulfur‐containing allyl ester compound, the T‐peel adhesive strength and the lap shear adhesive strength to copper was improved. In particular, the adhesive strength was greatly improved when the resin was modified with the allyl ester compound having a disulfide bond (?S?S?) (DADS). It is concluded that this result is due to the improvement of the interfacial adhesive strength because the sulfur atom was found to be located in the surface of the copper by Fourier transform infrared (FTIR) analysis. The glass transition temperature (T_g) and the thermal decomposition temperature (T_d) of the cured DAP resin modified with DADS slightly decreased with increasing concentration of DADS. The lowering of T_g is because the crosslinking density of the DAP resin modified with DADS is smaller than that of DAP resin. Moreover, from thermogravimetric analysis, the lowering of Td of the DAP resin modified with DADS is because DADS is likely to pyrolyze. © 2013 Society of Chemical Industry